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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450844Generated: October 27, 2026

Dimethylformamide → HCID 58707377, compound

https://huagongshe.com/reaction/450844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Hydroxy-3-methylbenzonitrileHCID 14388655—
ReactantHCID 86607638HCID 86607638—
SolventEthyl AcetateHCID 8857—
ProductHCID 58707377HCID 58707377—

Reaction Conditions

Temperature60 °C

Reaction Steps

A suspension of potassium carbonate (1.24 g, 8.9 mmol), 2-hydroxy-3-methylbenzonitrile (0.3 g, 2.25 mmol) and ω-bromo-2-ethoxyacetophenone (0.55 g, 2.25 mmol) in dry DMF (10 ml) is stirred at 60° C. for 20 h. The reaction mixture is diluted with ethyl acetate and the resulting solution is washed repeatedly with brine. Drying of the solution over sodium sulfate, filtering and evaporation of the solvent leaves the crude product. Purification on silicagel yields the title compound in pure form. (CDCl3, 400 MHz): 7.53 (d, 2H); 7.41 (m, 2H); 7.14-6.99 (m, 3H); 5.79 (bs, 2H); 4.09 (q, 2H); 2.36 (s, 3H); 1.17 (t, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486996B2
Source datasetuspto-grants-2013_07
ORD IDord-07656deb32304cde8041f5b6830f21f7
Source noteuspto-grants-2013_07